Synthesis of fipronil sulfide, an active metabolite, from the parent insecticide fipronil

Authors
Beeler, AB Schlenk, DK Rimoldi, JM
Citation
Ab. Beeler et al., Synthesis of fipronil sulfide, an active metabolite, from the parent insecticide fipronil, TETRAHEDR L, 42(32), 2001, pp. 5371-5372
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
32
Year of publication
2001
Pages
5371 - 5372
Database
ISI
SICI code
0040-4039(20010806)42:32<5371:SOFSAA>2.0.ZU;2-D
Abstract
A convenient procedure for the synthesis of fipronil sulfide, one of severa l active metabolites identified from the insecticide fipronil, has been dev eloped. Reduction of fipronil with trifluoroacetic anhydride-sodium iodide in acetone, followed by Rash chromatography afforded fipronil sulfide in 60 % yield and > 99.9 percent purity. This represents the first direct synthes is of this key metabolite from fipronil. (C) 2001 Elsevier Science Ltd. All rights reserved.